Allylic hydroxy phosphonates: versatile chiral building blocks |
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Authors: | Antonette De la Cruz Nigam P. Rath |
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Affiliation: | Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA |
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Abstract: | Allylic hydroxy phosphonates are converted into β and γ substituted amino phosphonates using a series of palladium-catalyzed reactions. The judicious selection of nitrogen nucleophile and palladium catalyst allow for excellent regio- and stereochemical control. Palladium(0)-catalyzed amine addition or tosyl carbamate rearrangement gives rise to the γ-substituted phosphonates, whereas, reaction of tosyl carbamates with palladium (II) and base gives oxazolidinones (β-substitution). |
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Keywords: | Hydroy phosphonate |
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